468751-39-5

Usage

Uses

Used in Pharmaceutical Industry:
Dibenzo[a,e]cyclooctene, 5,11 bis(phenylsulfonyl) is used as a reagent for the synthesis of biologically active compounds, contributing to the development of new drugs and therapeutic agents.
Used in Chemical Industry:
Dibenzo[a,e]cyclooctene, 5,11 bis(phenylsulfonyl) is used as an intermediate in organic chemistry for the preparation of various organic compounds, including advanced organic materials with specific properties and applications.

Upstream product

• 468751-38-4 ortho-(phenylsulfonylmethyl)benzaldehyde 
• 529-19-1 2-Methylbenzonitrile 
• 873-55-2 sodium benzenesulfonate 
• 22115-41-9 2-(bromomethyl)benzonitrile 
• 82651-72-7 ortho-(phenylsulfonylmethyl)benzonitrile 

Downstream Products

• 1253203-72-3 1,8-dibenzyl-1,8-dihydrodibenzo[3,4:7,8]cycloocta[1,2-d:5,6-d']bis([1,2,3]triazole) 
• 1253203-73-4 C₃₀H₂₂N₆ 
• 53397-65-2 sym-dibenzo-1,5-cyclooctadiene-3,7-diyne 

Relevant academic research and scientific papers

METHODS AND REAGENTS FOR CROSS-LINKING CELLULAR DNA AND RNA VIA STRAIN-PROMOTED DOUBLE-CLICK REACTIONS

The present invention relates to new reagents and methods for modifying nucleic acids where an azide-containing nucleoside or nucleotide derivative is applied to living cells followed by a nitrogenous derivative of dibenzo-1,5-cyclooctadiyne (CODY). The azide- containing derivative is metabolically incorporated into cellular DNA and/or RNA, and the CODY derivative undergoes a strain-promoted double-click reaction to give nucleic acid – nucleic acid cross links, and/or optionally, in the presence of an exogenously added azide (X- N3); to give nucleic acid – "X" cross links.

Cyclopropenone-caged Sondheimer diyne (dibenzo[a,e]cyclooctadiyne): A photoactivatable linchpin for efficient SPAAC crosslinking

The first fully conjugated bis-cyclopropenone (photo-DIBOD), a derivative of dibenzo[a,e][8]annulene, has been synthesized. 350-420 nm irradiation of this robust compound results in the efficient formation of dibenzo [a,e] cyclooctadiyne, an unstable, but

Substituted 5,6,11,12-tetradehydrodibenzo[ a, e ]cyclooctenes: Syntheses, properties, and DFT studies of substituted sondheimer-wong diynes

Highly strained cyclic acetylenes 5,6,11,12-tetradehydrodibenzo[a,e]cyclooctenes (Sondheimer-Wong diynes) having various substituents on their benzene rings were synthesized successfully by one-pot treatment of the corresponding formyl sulfones with diethyl chlorophosphate/lithium hexamethyldisilazide (LiHMDS) and then lithium diisopropylamide (LDA). When mixtures of two types of formyl sulfones bearing different substituents were subjected to this protocol, the unsymmetrically substituted Sondheimer-Wong diynes could be synthesized in a stepwise manner by isolation of the heterocoupled vinyl sulfone intermediates followed by their treatment with LDA. The UV-vis absorption spectra and cyclic voltammograms of the substituted Sondheimer-Wong diynes were recorded. The electronic effect of substituents on the diynes was investigated in their click reactions and nucleophilic and electrophilic additions.

Double elimination protocol for synthesis of 5,6,11,12-tetradehydrodibenzo[a,e]cyclooctene

A new method for constructing 5,6,11,12-tetradehydrodibenzo[a,e]-cyclooctene is described on the basis of one-pot double elimination protocol. The target molecule, which is the smallest cyclophane with alternate arylene-]ethynylene linkage, is synthesized in 61% yield through oxidative dimerization of ortho-(phenylsulfonylmethyl)-benzaldehyde. The initial carbon-carbon bond formation between sp3 carbons followed by stepwise conversion to sp2 and finally sp carbons bypasses the difficulty encountered in direct coupling of the sp carbon in the terminal acetylene. The mechanism of this process is discussed. The Wittig-Horner-type coupling is a key reaction employed for the carbon-carbon bond formation. Generation of (E)-vinylsulfone moiety in the first coupling between a-sulfonyl anion and aldehyde functions is crucial for the effective second coupling to complete the cyclization. The syn-elimination of the (E)-vinylsulfone moieties in the cyclized intermediate furnishes the acetylenic bonds.